The Journal of Organic Chemistry

. alpha.-(Arylsulfonamido) borneols as auxiliaries in asymmetric synthesis: an efficient and highly stereoselective method for the reduction of. alpha.-keto esters

YB Xiang, K Snow, M Belley

文献索引：Xiang, Yi Bin; Snow, Ken; Belley, Michel Journal of Organic Chemistry, 1993 , vol. 58, # 5 p. 993 - 994

全文：HTML全文

被引用次数: 57

摘要

Summary: A method for preparation of enantiomerically pure a-hydroxy esters by stereoselective reduction of chiral a-keto eaters under convenient conditions (LiAlH (OCEt& THF, 0 OC) has been developed. The compounds exo, exo-3-(arybulfonamido)-2-bomeol and exo, ex0-2-(arylsulfona-mido)-3-borneol have been used as novel auxiliaries to achieve highly diastereoselective reductions. The auxil-Mea can be removed by mild ...